2-Vinyl-benzoic acid ethyl ester

Base Information

• Chemical Name: 2-Vinyl-benzoic acid ethyl ester
• CAS No.: 32082-32-9
• Molecular Formula: C11H12 O2
• Molecular Weight: 176.215
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID50465726
• Nikkaji Number: J1.158.739I
• Wikidata: Q82291909
• Mol file: 32082-32-9.mol

Synonyms:2-VINYL-BENZOIC ACID ETHYL ESTER;32082-32-9;Ethyl 2-ethenylbenzoate;ethyl 2-vinylbenzoate;2-Vinylbenzoic acid ethyl ester;ethyl2-vinylbenzoate;SCHEMBL2002577;L-Valinebenzylester hydrochloride;DTXSID50465726;MFCD02149438;AKOS006278267;CS-W004208;AS-47594;F14518

Chemical Property of 2-Vinyl-benzoic acid ethyl ester

Chemical Property:

• Boiling Point: 82 °C(Press: 0.1 Torr)
• PSA: 26.30000
• Density: 1.037±0.06 g/cm3(Predicted)
• LogP: 2.50630
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 176.083729621
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

99%min ^*data from raw suppliers

2-Vinyl-benzoicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC=C1C=C

Technology Process of 2-Vinyl-benzoic acid ethyl ester

There total 10 articles about 2-Vinyl-benzoic acid ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2,4,6,8-tetramethyl-2,4,6,8-tetravinyl-cyclotetrasiloxane (2554-06-5) + 2-bromobenzoic acid ethyl ester (6091-64-1) → 2-ethenylbenzoic acid ethyl ester (32082-32-9)

Guidance literature:

2,4,6,8-tetramethyl-2,4,6,8-tetravinyl-cyclotetrasiloxane; With tetrabutyl ammonium fluoride; palladium(II) bromide; johnphos; In tetrahydrofuran; for 0.166667h; Inert atmosphere;

2-bromobenzoic acid ethyl ester; In tetrahydrofuran; at 50 ℃; for 8h; Inert atmosphere;

DOI:10.1021/ol502747t

Reference yield: 92.0%

2-bromobenzoic acid ethyl ester (6091-64-1) + tri-n-butyl(vinyl)tin (7486-35-3) → 2-ethenylbenzoic acid ethyl ester (32082-32-9)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; tri-tert-butyl phosphine; In toluene; at 20 ℃; for 25h;

DOI:10.1021/ja020012f

Reference yield: 84.0%

ethanol (64-17-5) + 2-vinylbenzoic acid (27326-43-8) → 2-ethenylbenzoic acid ethyl ester (32082-32-9)

Guidance literature:

2-vinylbenzoic acid; With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 2h;

ethanol; With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1002/ejoc.201600338

upstream raw materials:

2-ethoxycarbonylaniline

2-bromobenzoic acid ethyl ester

tri-n-butyl(vinyl)tin

2,4,6,8-tetramethyl-2,4,6,8-tetravinyl-cyclotetrasiloxane

Downstream raw materials:

2-diazo-3-[3-ethyl-2-oxo-1-(2-vinyl-benzoyl)-piperidin-3-yl]-3-oxo-propionic acid ethyl ester

1-O-allyl-6-O-(2-vinyl-benzoyl)-2,3,4,5-tetra-O-benzyl-D-mannitol

4(R),5(R),6(R),7(R)-tetrakis(benzyloxy)-4,5,6,7,8,10-hexahydro-(11E)-1H,3H-2,9-dibenzodioxacyclotetradecin-1-one

1-O-allyl-6-O-(2-vinyl-benzoyl)-2,3,4,5-tetra-O-methoxymethyl-D-mannitol

Refernces

• 1、 Heberlig, Graham W.,Wirz, Monica,Wang, Meng,Boddy, Christopher N.. "Resorcylic acid lactone biosynthesis relies on a stereotolerant macrocyclizing thioesterase". supporting information. p. 5858 - 5861. Retrieved 2015/02/19.
• 2、 Chatterjee, Tanmay,Dey, Raju,Ranu, Brindaban C.. "An easy access to styrenes: Trans aryl 1,3-, 1,4- and 1,5-dienes, and 1,3,5-trienes by Hiyama cross-coupling catalyzed by palladium nanoparticles". experimental part. p. 1103 - 1110. Retrieved 2011/07/08.